| Identification | Back Directory | [Name]
OXOMEMAZINE | [CAS]
3689-50-7 | [Synonyms]
Imakol
RP-6847
6487 RP
6847 RP
Dysedon
Dosegran
Doxergan
6847 R.P.
Oxomemazin
OXOEMAZINE
Oxomenazine
Oxymemazine
OXOMEMAZINE
Oxomemazinebase
Alimemazine S,S-dioxide
Trimeprazine 5,5-dioxide
3-(5,5-dioxophenothiazin-10-yl)-N,N,2-trimethylpropan-1-amine
3-(5,5-dioxophenothiazin-10-yl)-N,N,2-trimethyl-propan-1-amine
10-(3-(Dimethylamino)-2-methylpropyl)phenothiazine-5,5-dioxide
10H-Phenothiazine-10-propanamine, N,N,β-trimethyl-, 5,5-dioxide
N,N,β-Trimethyl-10H-phenothiazine-10-propan-1-amine 5,5-dioxide
10-[2-(Dimethylaminomethyl)propyl]-10H-phenothiazine 5,5-dioxide
S,S-Dioxo-9,9-(dimethylamino-3-methyl-2-propyl)-10-phenothiazine
[3-(5,5-diketophenothiazin-10-yl)-2-methyl-propyl]-dimethyl-amine
10-(3-Dimethylamino-2-methylpropyl)-10H-phenothiazine 5,5-dioxide
Phenothiazine, 10-[3-(dimethylamino)-2-methylpropyl]-, 5,5-dioxide
10H-Phenothiazine-10-propanamine, N,N,beta-trimethyl-, 5,5-dioxide
3-(5,5-Dioxido-10H-phenothiazin-10-yl)-N,N,2-trimethyl-1-propanamine | [EINECS(EC#)]
222-996-8 | [Molecular Formula]
C18H22N2O2S | [MDL Number]
MFCD00868197 | [MOL File]
3689-50-7.mol | [Molecular Weight]
330.44 |
| Chemical Properties | Back Directory | [Melting point ]
115° | [Boiling point ]
492.4±34.0 °C(Predicted) | [density ]
1.1453 (rough estimate) | [refractive index ]
1.6000 (estimate) | [storage temp. ]
Store at -20°C | [solubility ]
≥ 33mg/mL in DMSO | [form ]
Solid | [pka]
9.31±0.28(Predicted) | [color ]
White to off-white | [InChI]
InChI=1S/C18H22N2O2S/c1-14(12-19(2)3)13-20-15-8-4-6-10-17(15)23(21,22)18-11-7-5-9-16(18)20/h4-11,14H,12-13H2,1-3H3 | [InChIKey]
QTQPVLDZQVPLGV-UHFFFAOYSA-N | [SMILES]
N1(CC(C)CN(C)C)C2C=CC=CC=2S(=O)(=O)C2C=CC=CC1=2 |
| Hazard Information | Back Directory | [Originator]
Doxergan,Specia,France,1964 | [Uses]
(±)-Oxomemazine, is a phenothiazine-type antihistamines, that has also shown antibacterial activity against Mycobacterium tuberculosis. | [Definition]
ChEBI: Oxomemazine is a member of phenothiazines. | [Manufacturing Process]
Phenothiazine is reacted with 3-dimethylamino-2-methylpropyl chloride in the presence of sodium amide to give 3-(10-phenthiazinyl)-2-methyl-1dimethylaminopropane. 11.9 g of of this intermediate is dissolved with agitation in glacial acetic acid (120 cc). Pure sulfuric acid (d = 1.83; 0.5 cc) is added and a mixture of glacial acetic acid (10 cc) and hydrogen peroxide (8.5 cc of a solution containing 38 g of hydrogen peroxide in 100 cc) is then run in over 20 minutes. The temperature rises from 25°C to 35°C and is then kept at 60°C for 18 hours. The mixture is cooled and water (150 cc) is added and, with cooling, aqueous sodium hydroxide (d = 1.33; 220 cc). The resulting
mixture is extracted with ethyl acetate (3 x 100 cc), the solvent is evaporated on a water bath and the residue is recrystallized from heptane (150 cc). 3(9,9-dioxy-10-phenthiazinyl)-2-methyl-1-dimethylaminopropane (78 g) is obtained, MP 115°C.
The corresponding hydrochloride prepared in ethyl acetate and recrystallized from a mixture of ethanol and isopropanol melts at 250°C.
| [Therapeutic Function]
Antihistaminic | [storage]
Store at -20°C |
|
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AFINE CHEMICALS LIMITED
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